Vacation rentals in South Milford

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Top-rated vacation rentals in South Milford

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern, lakeside home is surrounded by lush greenery and offers expansive windows that capture water views. A stone pathway leads to the home, while the serene lake reflects the soft colors of twilight.

Home in Wolcottville

4.98 out of 5 average rating, 47 reviews

Westward House

The "Westward House" on Dallas Lake offers stunning westward sunset views, modern/mid-century/Scandi design, and abundant natural light with water views from nearly every room. Located on the Indian Chain of Lakes, it provides full access to a two-story home with heated floors, a gas fireplace, four bedrooms, and a screened porch. Outdoor amenities include a dock, boat ramp, loungers, and a fire pit. Nearby activities include pontoon rentals, a sandbar and Shipshewana/Amish Country attractions.

Top guest favorite

Home in Orange Township

5 out of 5 average rating, 8 reviews

Waterfront Oasis w Beach, Dock & Kayaks!

Soak up sun-filled lake days and peaceful sunset evenings at this inviting waterfront retreat. From laid-back picnics to paddling adventures, everything you need for a memorable stay is here. This home offers: 🛶 Kayaks & life vests 🏖️ Private dock with water access 🔥 Wood-burning fire pit 🌅 Screened porch with lake views 🍔 Gas grill & outdoor dining 📺 Smart TV with local channels & streaming, games & books Perfect for couples, small families, and friends seeking a relaxing lake escape.

Superhost

A modern kitchen is visible, featuring stainless steel appliances and a spacious island. Adjacent, a cozy seating area is presented with a gray sofa, a light-colored rug, and a small dining table with two chairs. Natural light streams through large windows, enhancing the inviting atmosphere.

Home in Rome City

4.73 out of 5 average rating, 45 reviews

Sylvan Lakeside Retreat

Welcome to Sylvan Lake, Rome City IN! This 3 bed 1 bath home was completely remodeled in 2024 on one of Indiana's favorite all sports lakes. Whether you're in town for a family retreat, celebrating a special occasion, or need a peaceful place to stay while traveling for work, this lakefront home offers the perfect setting to unwind after a day of adventures. Full grocery, lakeside pubs, liquor & bait along with the public boat launch just blocks away. Boat rental also available upon request.

Top guest favorite

Sunlight filters through trees, casting gentle shadows across the lush lawn. A serene lake reflects the sky, with a canoe and dock visible in the distance. A swing set and seating area are positioned to enjoy the tranquil views.

Home in Howe

4.96 out of 5 average rating, 767 reviews

Amazing Views Lakehouse with Kayaks

The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

Top guest favorite

A welcoming entry features a set of stairs leading up to the cottage, flanked by white railings. A decorative American flag is displayed on the front porch, surrounded by landscaped areas with pebbled ground and greenery.

Cottage in Rome City

4.98 out of 5 average rating, 260 reviews

Lakeside Sylvan-Lake Rome City Cottage

Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Top guest favorite

A tranquil lake scene at sunset is captured, showcasing the water's mirror-like surface reflecting soft hues of pink and orange. Lush trees line the horizon, and hints of clouds add texture to the serene sky.

Cottage in Howe

4.93 out of 5 average rating, 119 reviews

Peaceful, relaxing and cozy vintage style cottage

Nestled in the heart of Amish country, this charming cottage has everything you need for a relaxing getaway at the lake. Vintage style cottage features a private back yard with a fire pit, deck with a picnic table and grill for your enjoyment. Free firewood, two kayaks and canoe for boating on the no wake lake. The property is located across the street from the lake, it includes lake access and a shared pier. Visit Shipshewana and enjoy all this quaint small town has to offer.

Guest favorite

A comfortable living space features a sectional couch with yellow accent pillows, a wall-mounted TV, and a white entertainment unit. Large windows are dressed with sheer and orange curtains, allowing natural light to brighten the room. A patterned chair adds a touch of color.

Home in Angola

4.98 out of 5 average rating, 161 reviews

Fox Lake Road Bungalow (Near Trine University)

This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Guest favorite

A bright living room features large windows providing views of the lake. A light gray sofa and a comfortable armchair are arranged around a decorative area rug. A ceiling fan adds a cooling touch and a door leads to an outdoor deck.

Home in Rome City

4.84 out of 5 average rating, 45 reviews

3 BR Sylvan Lakefront Oasis

Relax with the whole family at this peaceful place to stay. Enjoy the 3 BR 1.5 Bath lake front retreat. Bring your boat and enjoy sylvan lake, a 700 acre sport lake wonderful for all boating, fishing, skiing and tubing. Kick back and relax in this open, stylish space and enjoy the elevated decks & lounge areas. All bedrooms and dedicated work space are on the second level providing quiet privacy. Includes: Washer & Dryer, Gas Grill, Fire-pit! Plenty of parking available!

Top guest favorite

A serene lakeside view is presented at dusk, featuring calm water reflecting soft colors of the sunset. A fire pit is positioned on a grassy area adjacent to the water, while a wooden dock extends into the lake, perfect for leisure activities.

Cottage in Albion

4.96 out of 5 average rating, 147 reviews

Beautiful Skinner Lake View Cottage

Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

Guest favorite

Tiny home in Shipshewana

4.93 out of 5 average rating, 200 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + couch

Top guest favorite

The charming stone cottage is framed by a blossoming pink tree in the front yard. A well-maintained path leads to the entrance, showcasing the natural stone facade and numerous windows. The surrounding greenery enhances the inviting exterior of the home.

Cottage in Rome City

4.98 out of 5 average rating, 121 reviews

Stone Cottage on Kerr Island

Welcome to the little stone cottage on beautiful Sylvan Lake. We are located in Rome City, IN. This adorable house, originally built in 1930, was remodeled and completely renovated in 2018. The updated kitchen features tiled backsplash, gas range, oven, and fridge. There is a microwave and Keurig for your convenience. The bedroom has a queen-sized bed, a small wardrobe for hanging clothes, and a dresser. The bathroom features a tiled shower.

Guest favorite

A comfortable living area features two soft sofas positioned around a light area rug. Natural light enters through a large window adorned with patterned curtains. A modern television sits on a wooden stand, and a lamp is placed beside a side table.

Apartment in Howe

4.95 out of 5 average rating, 260 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.